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  • Farewell Fall at White Pines

    Chatham Sports Alliance
    White Pines Nature Preserve 548 S Rocky River Rd, Sanford, NC, United States

    Join Triangle Land Conservancy for a Farewell Fall hike on Sat, Nov 20, 2pm-5pm at White Pines Nature Preserve. Say farewell to fall and explore the evergreen species still sticking around! It’s the last...

  • Raclette and Wine Event at Vino!!

    Vino!! Wine Shop Tastings and Events
    Vino!! Wine Shop 89 Hillsboro Street, Suite A, Pittsboro, NC, United States

    Travel with Vino!! Wine Shop to Savoie, France for a Raclette and Wine Event on Sat, Dec 20, 3pm-6pm. For $20, enjoy a plate of utterly divine Raclette - French Raclette cheese...

  • Holly Jolly Christmas Party at House of Hops

    Events at House of Hops
    House of Hops 112 Russet Run, Pittsboro, NC, United States

    Join House of Hops for a Holly Jolly Christmas Party and their first-ever cookie exchange on Sat, Dec 20, 5pm-8pm. Wear your best ugly Christmas sweater and delight in a hot cocoa bar decked out with candy, marshmallows, chocolate, syrup, and more. Santa will be stopping by during the evening. This event takes place indoors. House of Hops...

  • Holiday Dinner at The Sycamore

    Events at Chatham Mills
    The Sycamore at Chatham Mills 480 Hillsboro Street, Suite 500, Pittsboro, NC, United States

    Join The Sycamore at Chatham Mills for a Holiday Dinner hosted throughout the week of Tue, Dec 16, 5pm-8:30pm. Celebrate the season in style at The Sycamore’s Holiday Dinner! Indulge in a festive...

  • Live Piano Music at The Sycamore

    Events at Chatham Mills
    The Sycamore at Chatham Mills 480 Hillsboro Street, Suite 500, Pittsboro, NC, United States

    Every Tuesday, Thursday, Friday, and Saturday night, 6pm-9pm, The Sycamore at Chatham Mills hosts live Live Piano Music. The series features a rotating list of local musicians. Past and present musicians include Kris Whitenack, Robert Griffin, Lindsey Rosebrook, and Stephanie Schmitt. See the upcoming lineup here. See more events at The Sycamore at Chatham Mills.

  • Live Music: Stone Dolls at Havoc

    Events at Havoc Brewing Company
    Havoc Brewing Company 39 West Street, Pittsboro, NC, United States

    Havoc Brewing Company presents Live Music with Stone Dolls on Sat, Dec 20, 6pm-9pm. This event is free and will take place both indoors and outdoors, weather permitting. There is no cover for entry, but tips for the musicians are encouraged. Free parking is available in the lot across the street. Pets are welcome. This space is wheelchair...

  • The Graveyard Shift at The MOD

    Events at The MOD
    The Modern Life Deli & Drinks 46 Sanford Road, Pittsboro, NC, United States

    Join The MOD for The Graveyard Shift, a monthly dark disco dance party. All are welcome. This event is for ages 21+ and the cover is $5 per person. Upcoming event dates and guest DJs are listed below: Sat, Jun 28, 8pm-12am Mouse the DJ. Fri, Jul 18, 8pm-12am Guest DJ APTIK. Sat, Aug 16, 8pm-12am Guest DJ...

  • Christmas Market at The City Tap

    Events at City Tap
    City Tap 89 Hillsboro Street, Suite B, Pittsboro, NC, United States

    Attention, last-minute shoppers! Join The City Tap for a Christmas Market on Sun, Dec 21, 11:30am-3:30pm. Get your host gifts, stocking stuffers, or spoil yourself, all while enjoying a cup of cheer! Vendors include:  Build-your-own cookie platters, breakfast pastries, and more from Confectious Creations. Goat's milk soap and skincare products from Toad Hollow Soapery. Potted giant amaryllis, dried...

  • Georgia Peach Truck at FGS

    Events at For Garden’s Sake
    For Garden's Sake 9197 Hwy 751 S, Durham, NC, United States

    The Georgia Peach Truck is rolling into For Garden's Sake with fresh Georgia kishus (aka “kisses”) and shelled pecans from the authentic Peach State on Sun, Dec 21, 1pm-2pm. Reserve...

  • Winter Solstice Forest Bathing Walk

    Events at The Plant
    The Plant 220 Lorax Lane, Pittsboro, NC, United States

    Join The Plant and Rewild Within for a Winter Solstice Forest Bathing Walking on Sun, Dec 21, hosted: 1pm-2:15pm. 2:30pm-3:45pm. Two sessions are available for this gentle, reflective experience to ground, express gratitude, and...

  • Crafternoons at Clapping Hands Farm

    Clapping Hands Farm Events
    Clapping Hands Farm 3348 Alston Chapel Road, Pittsboro, NC, United States

    Join Clapping Hands Farm for Crafternoons hosted every Sunday, December 2025-February 2026, 1pm5pm. This is a drop-in crafting circle, not a class. Bring a project you’re already working on, or join many of...

  • Donald Davis Annual Storytelling

    Events at Fearrington Village
    Fearrington Barn 500 Market Street, Pittsboro, NC, United States

    Fearrington Village is delighted to welcome back their beloved friend and storyteller, Donald Davis, for their Annual Storytelling on Sat, Dec 20, 11am-12pm and Sun, Dec 21, 2pm-3pm. After a hiatus last year, their fundraiser for the Chatham food pantry, CORA, is back. And they will tell you, the holidays just don’t start at McIntyre's until Donald arrives in Fearrington....

  • Winter Solstice Forest Bathing Walk

    Events at The Plant
    The Plant 220 Lorax Lane, Pittsboro, NC, United States

    Join The Plant and Rewild Within for a Winter Solstice Forest Bathing Walking on Sun, Dec 21, hosted: 1pm-2:15pm. 2:30pm-3:45pm. Two sessions are available for this gentle, reflective experience to ground, express gratitude, and...

  • Annual Dueling Sommelier Dinner

    Vino!! Wine Shop Tastings and Events
    Vino!! Wine Shop 89 Hillsboro Street, Suite A, Pittsboro, NC, United States

    'Tis the season for the Annual Dueling Sommelier Wine Dinner with Vino!! Wine Shop on Sun, Dec 21, 5:45pm-8:45pm. Newcomer Sommelier Michael Maller of Orsini Wines is ready to take on former...

  • Euchre Mondays at bmc

    Events at The Plant
    bmc brewing 213 Lorax Lane, Pittsboro, NC, United States

    Join a fantastic group of Euchre enthusiasts every Monday, 6pm-8pm, for Euchre Mondays. No experience is needed. Monday is also $5 pint night at bmc brewing. This event is free and takes place indoors. The space is wheelchair accessible. No pets are allowed. Free parking is available on-site. bmc brewing is part of The Plant. See all...

  • Fearrington Farmers Market

    Events at Fearrington Village
    Fearrington Village 2000 Fearrington Village Center, Pittsboro, NC, United States

    The Fearrington Farmers Market is a producers-only market open Mar-Oct, Tuesdays, 4pm-6pm, and Nov-Feb, Tuesdays, 3pm-5pm, year-round in Fearrington Village. Bring reusable tote bags and plan to explore the many local...

  • Yoga at Bynum Front Porch

    Bynum Front Porch Music
    Bynum General Store 950 Bynum Rd, Bynum, NC, United States

    Unwind and recharge with Yoga at Bynum Front Porch, hosted every Tuesday, 6pm-7pm. This all-levels class offers a welcoming space to stretch, breathe, and connect with the community - bring your mat...

  • Run Club at House of Hops

    Events at House of Hops

    Join House of Hops every Tuesday, 6pm-8pm for Run Club and 20%-off mixed six pack. More events at House of Hops. Part of the Chatham County Craft Beverages & Country Inns Trail.

  • Live Piano Music at The Sycamore

    Events at Chatham Mills
    The Sycamore at Chatham Mills 480 Hillsboro Street, Suite 500, Pittsboro, NC, United States

    Every Tuesday, Thursday, Friday, and Saturday night, 6pm-9pm, The Sycamore at Chatham Mills hosts live Live Piano Music. The series features a rotating list of local musicians. Past and present musicians...